Villas and Holiday homes in Anguilla

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Anguilla holiday homes
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356 Villa rentals in Anguilla

Best Anguilla villas and holiday homes with a pool

Among the 356 accommodations in Anguilla, here are the 4 best villas and holiday homes with a pool

Quintessence - The Grand Mansion - Anguilla
No reviews

Quintessence - The Grand Mansion

house
The Grand Mansion, a beachfront colonial estate in Anguilla's Long Bay Village area, is situated a short distance from Long Bay and eight minutes (approximately 6.4 km) from the Cuisinart Golf Resort, offering convenient access to The Valley's cultural attractions.
This nine-bedroom, nine-bathroom property sleeps up to twenty-two guests, boasting an infinity pool, hot tub, sauna, tennis court, Q Restaurant (with buyout option), and 24-hour butler service; enjoy activities including billiards and life-size chess.
Villa Oasis In Shoal Bay - Anguilla
10 1 review

Villa Oasis In Shoal Bay

house
Villa Waves is a luxurious three-bedroom villa located just 3.2 km from Shoal Bay Beach, within easy reach of the restaurants and bars of Shoal Bay Village. The villa offers a private pool, a terrace, and outdoor dining area, making it an ideal choice for families or groups of up to six guests seeking a relaxing and comfortable stay.
Ocean View Apartment With Own Private Gym Sauna & Plunge Pool - Anguilla
10 1 review

Ocean View Apartment With Own Private Gym Sauna & Plunge Pool

house, South Wager
This ocean view apartment is situated in the West End of Anguilla, 2.7 kilometres from Meads Bay Beach and 13 kilometres from Anguilla Airport.
With a floor area of 372 square metres, this property offers accommodation for up to three guests, featuring one bedroom and two bathrooms, a private gym, sauna, spa, bar, indoor swimming pool, and on-site parking, with a fully equipped kitchen and air conditioning.
Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks - Anguilla
9.9 72 reviews

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks

house
This oceanfront villa is located in Island Harbour, just 5km from Shoal Bay and within walking distance of bars and restaurants. It has excellent user, location, and cleanliness ratings.
The villa is a 2-bedroom, 2-bathroom property that can accommodate up to 6 guests. It includes a private pool, Jacuzzi, and outdoor shower, along with two kayaks and two paddle boards for exploring the surrounding waters.

Best family friendly Anguilla villas and holiday home

Among the 356 accommodations in Anguilla, here are the 4 best family friendly villas and holiday homes

Waterfront Villa Centrally Located Between West End And The Valley! - Anguilla
9.6 7 reviews

Waterfront Villa Centrally Located Between West End And The Valley!

house, Blowing Point
This five-bedroom villa in Pelican Bay is just a short walk from Blowing Point Beach and close to the ferry and restaurants, making it an ideal location for exploring the island. The property has consistently received very good ratings for location, cleanliness, and overall user experience.
The spacious villa, spanning 465 square metres, comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a private pool and terrace, a separate guest cottage, and modern amenities including smart TVs, air conditioning, and Wi-Fi, ensuring a comfortable and enjoyable stay.
Sandcastle Villa - Anguilla
10 32 reviews

Sandcastle Villa

house, Crocus Hill
Sandcastle Beach House is situated in The Valley, just a short distance from Crocus Bay Beach and Shoal Bay, offering a tranquil escape in a prime location. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious villa features four bedrooms, making it ideal for families or groups of friends. The property offers a range of amenities, including a private pool and hot tub, a well-equipped kitchen, daily room service, and a host of activities like cycling, fishing, and snorkeling.
Sand Villa On Long Bay Beach. Staffed Luxury Oasis - Anguilla
10 3 reviews

Sand Villa On Long Bay Beach. Staffed Luxury Oasis

house
Sand Villa is a luxurious five-bedroom property situated on the secluded Long Bay Beach, just a short distance from golf courses and the best restaurants in the West End. It has consistently received excellent ratings for user experience, location, and cleanliness.
The villa offers four master suites with luxurious ensuite bathrooms and can accommodate up to twelve guests. Guests can enjoy a private heated infinity pool, hot tub, oceanfront terrace, a fully equipped kitchen, a fitness centre, and a range of activities including kayaking, paddleboarding, and fishing.
Châlet Genesis - Anguilla
10 7 reviews

Châlet Genesis

house, Meads Bay
Châlet Genesis is located in Meads Bay, a short 2 km from Meads Bay Beach and 9 km from Anguilla Airport.
This 3-bedroom villa offers a private garden and balcony, perfect for enjoying the beautiful Anguilla weather, as well as a swimming pool, a terrace, and parking for up to 15 guests.

Frequently asked questions about villa rentals in Anguilla

  • What are the must-see attractions in Anguilla?

    Anguilla boasts stunning beaches, of course! Shoal Bay East consistently ranks among the world's best. Then there's Rendezvous Bay, Meads Bay, and Maundays Bay, each with its own unique charm. Beyond the beaches, explore the historic Wallblake House, a beautifully preserved Georgian mansion offering a glimpse into Anguilla's past. For breathtaking views, head to the Little Bay, a secluded cove accessible only by boat or a short, somewhat challenging hike. The island also offers excellent opportunities for snorkeling and diving, with many operators offering excursions to explore the vibrant coral reefs.
  • What are the best villa rentals in Anguilla?

  • Which airports are best for accessing Anguilla?

    The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA). It's a relatively small airport, but it's conveniently located and well-connected to other Caribbean islands and the US. Many travellers fly into a larger hub like San Juan (SJU) in Puerto Rico, or Antigua (ANU), and then take a short connecting flight to Anguilla.
  • What are the best villa rentals with a pool in Anguilla?

  • What currency is used in Anguilla?

    The official currency of Anguilla is the Eastern Caribbean dollar (EC$), but US dollars are widely accepted throughout the island. Most businesses will happily accept both currencies.
  • What are the best villa rentals with a jacuzzi in Anguilla?

  • How safe is it to drive in Anguilla?

    Driving in Anguilla is generally safe, but the roads can be narrow and winding in places, particularly outside the main towns. Remember to drive on the left-hand side of the road. Renting a car can be a convenient way to explore the island at your own pace, but many visitors choose to rely on taxis or organised tours instead.
  • What are the best villa rentals for families and kids in Anguilla?

  • How can you avoid cultural misunderstandings while in Anguilla?

    Anguillians are known for their warm hospitality and laid-back attitude. A simple 'Good morning' or 'Good afternoon' goes a long way. Being respectful of local customs and traditions, such as dressing modestly when visiting churches or other religious sites, is always appreciated. Take your time, relax, and enjoy the island's unique culture at your own pace.
  • What are the best pet friendly villa rentals in Anguilla?

  • What are the headline festivals hosted in Anguilla?

    Anguilla hosts several festivals throughout the year. The Anguilla Summer Festival is a major event, usually taking place in July and August, featuring music, dancing, and cultural performances. The Anguilla Festival of the Arts takes place in April, showcasing local talent in visual arts, music, and performing arts. There are also several smaller, community-based festivals celebrating local traditions and heritage.
  • What are the best villa rentals with parking in Anguilla?

  • Which locations in Anguilla are reputed for excellent weather?

    Anguilla enjoys a tropical climate year-round, with consistently warm temperatures and sunshine. However, the best time to visit is typically during the dry season, from December to May, when rainfall is minimal. All areas of the island benefit from this generally excellent weather, but locations along the west coast, such as Meads Bay, often experience slightly calmer sea conditions.
  • Where are the best spots for a weekend stay in Anguilla?

    For a weekend getaway, many visitors opt for hotels in the areas around Meads Bay or Shoal Bay East. These locations offer easy access to some of the island's most beautiful beaches and a good selection of restaurants and bars. Smaller boutique hotels and guesthouses provide a more intimate experience.
  • Where are the best places to stay for a week in Anguilla?

    A week-long stay gives you more time to explore the island. Consider staying in a villa rental in areas like West End, offering more privacy and space. Alternatively, staying in a resort near Shoal Bay East or Rendezvous Bay provides convenient access to amenities and activities. The choice really depends on your preferences and budget.

Best Anguilla villas and holiday homes with a kitchen

Sandcastle Pointe Villa - Anguilla
No reviews

Sandcastle Pointe Villa

house
SandCastle Pointe Villa is located on Anguilla's north coast, just a short distance from the popular Shoal Bay Beach and other attractions. This prime location offers stunning views and easy access to the area's natural beauty.
This spacious four-bedroom villa can comfortably accommodate up to eight guests. The villa offers a range of amenities, including a private swimming pool, a fully equipped gym, a home theatre, and a well-equipped kitchen, providing everything you need for a relaxing and enjoyable stay.
Clearview Villas Upper - Anguilla
9.5 2 reviews

Clearview Villas Upper

house, Island Harbour
This spacious villa is located in Island Harbour, approximately 10 kilometres from Anguilla Airport.
This air-conditioned villa offers a private terrace, a well-equipped kitchen, and accommodation for up to 15 guests, with 1 bedroom and 4 bathrooms.
Modern Birds Nest Studio In Anguilla - Anguilla
9.5 47 reviews

Modern Birds Nest Studio In Anguilla

cabin
The Birds Nest studio is situated in a quiet residential area in Blowing Point, just 5 kilometres from the ferry terminal and a 10-minute walk from the beach. The studio has received excellent ratings for cleanliness and user experience, with a very good location rating.
The studio features a private entrance and a cosy, chic interior, comfortably accommodating up to 3 guests. Amenities include a kitchen, a full bathroom with a rain shower, a breezy balcony, and a backup generator, ensuring a comfortable and convenient stay.
1 Bd Cottage, On Oceanfront Estate, Shoal Bay East - Anguilla
10 48 reviews

1 Bd Cottage, On Oceanfront Estate, Shoal Bay East

bungalow
LaVanda at Bellamare Estate is located in a peaceful and secluded setting within the lush tropical gardens of Shoal Bay Village, just a short walk from the beach and local restaurants. The bungalow has received excellent ratings for its location, cleanliness and overall experience.
This one-bedroom, one-bathroom property can accommodate up to two guests and offers a private patio, a fully equipped kitchen and air conditioning. Enjoy the tropical garden setting, relax on the patio, and explore the nearby beaches and restaurants.

Best Anguilla villas and holiday homes with parking

Rendezvous - Anguilla
No reviews

Rendezvous

house
This Anguilla villa is located in Rendezvous Bay, a short drive from dining, shopping, and Blowing Point.
The five-bedroom property, boasting a private pool, Jacuzzi, and fitness centre, sleeps ten guests and offers all-inclusive services including a chef, concierge, and housekeeping.
2 Pools/2 Hot Tubs/2 Golf Carts - 2 Min. To Beach - Anguilla
10 3 reviews

2 Pools/2 Hot Tubs/2 Golf Carts - 2 Min. To Beach

house
This family-friendly villa is located in West End Village, just a 15-minute walk from Cove Bay, Meads Bay Pond, and Meads Bay. Guests have consistently rated the property excellent for its location, cleanliness, and overall experience.
The villa offers a private pool and a jetted tub for a relaxing stay. Enjoy a range of amenities including a fitness centre, spa services, a restaurant, and a bar, all within the complex.
Villa Steps From The Beach - Anguilla
10 3 reviews

Villa Steps From The Beach

house
This luxurious five-bedroom Limestone Bay villa, a two-minute stroll from a secluded white-sand beach, offers 1022 square metres of Moroccan-inspired living space.
The property boasts a private infinity pool, fitness centre, and ample parking, sleeping up to ten guests in king-size suites, each with an en-suite bathroom and included housekeeping.
Alkera - Anguilla
No reviews

Alkera

house
This five-bedroom Anguilla villa is located in Shoal Bay Village, offering direct beach access to Shoal Bay's sands.
The property boasts seven bathrooms, an infinity pool, a bar, fitness centre, and sleeps up to ten guests, including daily housekeeping and concierge services.
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